Tag: M.W=0-100

288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, its traditional synthetic route has been very mature, but the traditional synthetic route ha

A mixture of imidazole (1 .36 g, 20.0 mmol) and sodium hydroxide (0.80 g, 20.0 mmol) in DMSO was heated to 90 C for 2 h, and then cooled to room temperature. A solution of 1 -bromooctane (3.46 g, 19.0 mmol) in DMSO was added dropwise to the mixture. After

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ZHANG, Yugen; YUAN, Yuan; (57 pag.)WO2018/56902; (2018); A1;,
Imidazole – Wikip

288-32-4, Adding some certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, can increase the reaction rate and produce products with better performance than tho

General procedure: To a vigorously stirred suspension of the CuNPs/MagSilica catalyst (100 mg) in DMF (6 mL) under air, K2CO3 (276 mg, 2.0 mmol) and imidazole (136 mg, 2.0 mmol) were added. The reaction mixture was stirred for 30 min and then the correspo

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 288-32-4.

Reference:
Article; Nador, Fabiana; Volpe, Maria Alicia; Alonso, Francisco; Radivoy, Gabriel; Tetrahedron; vol. 70; 36; (2014); p. 6082 – 6087;,
Author Jessica.FPosted on November 18, 2020Categories 288-32-4, imidazoles-derivativesTags M.W=0-100

A common compound: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 288-32-4

Imidazole (200 g) was dissolved in tetrahydrofuran (600 ml). Jacketed reactor (4 L) was flushed with nitrogen and tetrahydrofuran (1 060 ml) was added. Potassium t-butoxide (339.9 g) was added through a funnel. The funnel and walls of the reactor were rinsed with tetrahydrofuran (140 ml). Content of the reactor was stirred for 15 minutes, cooled down to 0C and the imidazole solution was slowly added. Temperature of the reaction mixture was adjusted to 7C and methyl chloroacetate (302.9 g) was slowly added. The reaction mixture was stirred at 20-25C for 2 hours. Formed solid inorganic salts were filtered; the filter cake was washed with tetrahydrofuran (1 x 300 ml and 1 x 150 ml). Combined filtrates (approx. 1 800 ml) were transferred to clean jacketed reactor and water (300 ml) was added. The reaction mixture was heated under stirring to start distillation. Approx. 1 800 ml of volatile solvents were distilled off. The reaction mixture was stirred at 88-98C for additional 1.5 hr. The reaction mixture was then slowly cooled down to 25C. In the course of cooling, when the temperature of the reaction mixture reached 50C, methanol (1 050 ml) was added while continuing cooling. When the temperature of reaction mixture reached 25C, pH of the crystalline suspension was adjusted to 4-5 by addition of 36% hydrochloric acid (approx. 45 ml). Suspension was cooled down to 0C and stirred at -2 to 2C for 120 minutes. Product was then filtered, washed with methanol (500 ml) in several portions. Wet cake was dried at 60-65C for 10 hours to give 276.8 g of 2-(1H imidazol-1-yl)acetic acid. The product was analyzed by HPLC: content of diacid 0.07%, HPLC purity 99.22%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 288-32-4, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Synthon B.V.; EP2192126; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7098-07-9, These common heterocyclic compound, 7098-07-9, name is 1-Ethyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(Reference Example 6) Synthesis of 1-ethyl-1H-imidazole-2-carbaldehyde: A solution of n-butyllithium in n-hexane (1.6 M, 7.15 mL, 11.4 mmol) was added dropwise to a solution of 1-ethyl-1H-imidazole (1.00 g, 10.4 mmol) in tetrahydrofuran (26 mL) at -78¡ãC and the reaction liquid was stirred at the same temperature for 1 hour. N,N-dimethylformamide (2.42 mL, 31.2 mmol) was added to the reaction liquid at the same temperature, and the reaction liquid was stirred for 1 hour, and then, the temperature of the reaction liquid was raised to room temperature. A saturated aqueous solution of ammonium chloride was added to the reaction liquid and then the reaction liquid was extracted with ethyl acetate. The organic layer was washed with a 10percent aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, hexane/ethyl acetate) to obtain 1-ethyl-1H-imidazole-2-carbaldehyde (1.12 g, 9.02 mmol, 87percent) as a yellow oil. 1H-NMR (400 MHz, CDCl3) delta: 1.44 (3H, t, J=7.6 Hz), 4.45 (2H, q, J=7.6 Hz), 7.18 (1H, s), 7.28 (1H, d, J=1.6 Hz), 9.82 (1H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7098-07-9.

Reference:
Patent; Toray Industries, Inc.; ARAI Tadamasa; MORITA Yasuhiro; UDAGAWA Shuji; ISEKI Katsuhiko; IZUMIMOTO Naoki; (95 pag.)EP3263565; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, A common compound: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

EXAMPLE 1 68 g of imidazole are dissolved in 245 g of a 37% strength by weight aqueous formaldehyde solution, 28 g of potassium hydroxide are added to the solution, and the mixture is refluxed for 3 hours. 1.3 liters of 65% strength nitric acid are heated at the boil in a stirred flask equipped witb a 50 cm column having a reflux divider, a contact thermometer and a dropping funnel. The reaction mixture containing the oligohydroxymethylimidazole compounds is then added dropwise to the boiling nitric acid in the course of 1 hour, and the mixture boils under reflux with vigorous evolution of nitrous gases. 30 minutes after the dropwise addition is complete, the evolution of these gases ceases. About 500 g of a 5-8% strength nitric acid are distilled off in the course of from 5 to 6 hours at from 100 to 102 C. and with a reflux ratio of 10:1. The reaction mixture is cooled in an ice bath, and the precipitated crystals are filtered off under suction, washed with 150 ml of water and dried. 50 g of imidazole-4,5-dicarboxylic acid having a purity of 96.6% (according to HPLC) and a melting point of 287-289 C. (decomposition) are obtained. The filtrate is cooled with ammonia water and thus neutralized, and is brought to pH 4 with formic acid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF Aktiengesellschaft; US4550176; (1985); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7720-39-0, Adding some certain compound to certain chemical reactions, such as: 7720-39-0, name is 1H-Imidazol-2-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7720-39-0.

Example 24 (S)-3-Cyclohexyl-N-(1H-imidazol-2-yl)-2-(1-oxo-1,3-dihydro-isoindol-2-yl)propionamide BOP coupling of (S)-3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (prepared in Example 1, Step A; 287 mg; 1.00 mmol) and 2-aminoimidazole (241 mg; 1.79 mmol) in a manner similar to that used for the preparation of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide (outlined in Example 1, Step B) provided after flash chromatography (Biotage 40M; eluent: 4% methanol/methylene chloride) 320 mg of (S)-3-Cyclohexyl-N-(1H-imidazol-2-yl)-2-(1-oxo-1,3-dihydro-isoindol-2-yl) propionamide which was then recrystallized from ethyl acetate/hexanes to give 209 mg of pure material: EI-HRMS m/e calcd for C20H24N4O2 (M+) 352.1899, found 352.1895.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7720-39-0.

Reference:
Patent; Guertin, Kevin Richard; US2002/82260; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10111-08-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10111-08-7 name is Imidazole-2-carboxaldehyde, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Reference Example 27 Synthesis of ethyl 2-(2-formyl-1H-imidazol-1-yl)acetate (0418) (0419) Potassium carbonate (1.44 g, 10.4 mmol), ethyl chloroacetate (0.585 mL, 5.46 mmol), and potassium iodide (0.864 g, 5.20 mmol) were added to a solution of 1H-imidazole-2-carbaldehyde (0.500 g, 5.20 mmol) in N,N-dimethylformamide (10.0 mL) at room temperature, the temperature of the reaction liquid was raised to 90 C., and the reaction liquid was stirred for 4 hours. Distilled water was added to the reaction liquid, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a 10% aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, chloroform/methanol) to obtain ethyl 2-(2-formyl-1H-imidazol-1-yl)acetate (0.269 g, 1.48 mmol, 28%) as a yellow oil. (0420) 1H-NMR (400 MHz, CDCl3) delta: 1.29 (3H, t, J=7.2 Hz), 4.25 (2H, q, J=7.2 Hz), 5.14 (2H, s), 7.15 (1H, brs), 7.33 (1H, s), 9.79-9.91 (1H, m). (0421) ESI-MS: m/z=183 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Imidazole-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Toray Industries, Inc.; MORITA, Yasuhiro; IZUMIMOTO, Naoki; ISEKI, Katsuhiko; IWANO, Shunsuke; UDAGAWA, Shuji; MIYOSHI, Tomoya; OSADA, Yuji; KOREEDA, Tetsuro; MURAKAMI, Masanori; SHIRAKI, Motohiro; TAKAHASHI, Kei; OSHIDA, Keiyu; (91 pag.)US2016/194302; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

200.0 ml (1.84 mol) of N,N-dimethylsulfamoyl chloride,147.0 g (2.16 mol) of imidazole and 280 ml of triethylamine were added to 2.5 L of anhydrous diethyl ether with stirring.Stir at room temperature for 16 h. After the reaction is completed, the reaction solution is filtered.The filter cake was washed with 1.5 L of diethyl ether.The filtrate was combined and the filtrate was dried over anhydrous Na Residues, distillation residues to obtain products:305.1g.(0.4 mmHg), placed to form a colorless crystal.Yield: 94.75%

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chenxin Pharmaceutical Co., Ltd.; Wang Qianying; Bie Fenxia; Gong Ruo; Li Zhongjing; Jiang Ruiling; (7 pag.)CN109608400; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Imidazole (3)/benzimidazole(5) (10 mmol) was dissolved in 10 ml of DMSO and solid NaOH(15 mmol) was then added it. The resulting pale yellow suspensionwas stirred in air at room temperature for 1.5 h, after which, thealkyl bromides or benzyl chlorides (15 mmol) were added andallowed to react until completion (TLC). Water (50 ml) was thenadded and the products were extracted with ethyl acetate. Combinedorganic layers were washed several times with water, thenwith brine, dried over Na2SO4 and subjected to chromatographicpurification over silica (100-200 mesh) using MeOH: EtOAc 5:95(v/v) as the mobile phase. Compounds 4a-f were isolated as yellowoils whereas, the compounds 7a-e were white solid. Spectroscopic data of the N-alkyl imidazoles are in accord with earlier literatureand thus are not shown here [30].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Chatterjee, Tanmay; Kumar, N. Tanmaya; Das, Samar K.; Polyhedron; vol. 127; (2017); p. 68 – 83;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 288-32-4

The imidazole was weighed into a round-bottomed flask containing 51% anhydrous tetrahydrofuran and shaken for use.Lithium hydride( 168,221] 11] 1 0 1)Under ice-cooling conditions, was slowly added to a solution containing 51] 11 anhydrous tetrahydrofuran.Flask, shake ready; in the ice bath and nitrogen protection conditions, the imidazole solution slowly dropping into the lithium hydride solution, and then 1-Chloro-3-bromopropane (1 mL, 10 mmol) in tetrahydrofuran was slowly added dropwise to the above mixed solution under a nitrogen atmosphere, and 25 C for 24 h. The reaction was quenched by slow addition of distilled water until a clear layer was formed; and the vacuum was distilled at room temperature to remove tetrahydro-Furan; extraction with carbon dioxide (5 X 5 mL), combining organic layers, and evaporation of carbon dioxide to give intermediate 1. Preparation of the middleThe structure was confirmed by 1Hz NMR, 13C NMR. Said intermediate 1 has the following structure:

Statistics shows that 288-32-4 is playing an increasingly important role. we look forward to future research findings about 1H-Imidazole.

Reference:
Patent; Taizhou University; Ying, Anguo; Chen, Gang; Yang, Jianguo; Hou, Hailiang; Hu, Huanan; (11 pag.)CN105439908; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem